Diterpenes and Sesquiterpenes from the Marine Algicolous
Fungus Trichoderma harzianum X‑5
Posted on 2018-10-23 - 15:29
Six new terpenes, including one harziane
diterpene, 3R-hydroxy-9R,10R-dihydroharzianone
(1), one proharziane diterpene, 11R-methoxy-5,9,13-proharzitrien-3-ol
(2), three cyclonerane sesquiterpenes, 11-methoxy-9-cycloneren-3,7-diol
(3), 10-cycloneren-3,5,7-triol (4), and
methyl 3,7-dihydroxy-15-cycloneranate (5), and one acorane
sesquiterpene, 8-acoren-3,11-diol (6), were isolated
from the culture of Trichoderma harzianum X-5, an
endophytic fungus obtained from the marine brown alga Laminaria
japonica. Their structures and relative configurations were
established by analysis of 1D/2D NMR, HREIMS, and IR data, and the
absolute configurations were assigned on the basis of ECD curves or
biogenetic considerations. These terpenes possess four different carbon
skeletons, and compound 2, with a rarely occurring bicyclic
framework, represents a possible precursor of tetracyclic harzianes.
Compounds 1–6 exhibited growth inhibition
of some marine phytoplankton species.
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Song, Yin-Ping; Fang, Sheng-Tao; Miao, Feng-Ping; Yin, Xiu-Li; Ji, Nai-Yun (2018). Diterpenes and Sesquiterpenes from the Marine Algicolous
Fungus Trichoderma harzianum X‑5. ACS Publications. Collection. https://doi.org/10.1021/acs.jnatprod.8b00714
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AUTHORS (5)
YS
Yin-Ping Song
SF
Sheng-Tao Fang
FM
Feng-Ping Miao
XY
Xiu-Li Yin
NJ
Nai-Yun Ji
KEYWORDS
dihydroharzianonecompound 2alga Laminaria japonica11- methoxy -9-cyclonerenacorane sesquiterpeneMarinemethylCompoundSesquiterpenebiogenetic considerationsTrichodermaharzianumgrowth inhibition8-IR dataculturecarbon skeletonsHREIMS10-proharziane diterpeneconfigurationacorenharziane diterpeneprecursorhydroxybicyclic framework-15-cycloneranatebasismarine phytoplankton speciesECD curves11 Rdihydroxyendophytic fungusNMRAlgicolou3 Rcyclonerane sesquiterpenestetracyclic harzianesDiterpeneFunguanalysis